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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1671786Generated: November 1, 2026

Hydrochloric Acid → 4-Fluoro-2-(isopropylamino)benzo[d]thiazole-6-carbaldehyde

https://huagongshe.com/reaction/1671786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsopropylamineHCID 6363—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Bromo-4-fluorobenzo[d]thiazole-6-carbaldehydeHCID 57527223—
Solvent1,4-DioxaneHCID 31275—
Product4-Fluoro-2-(isopropylamino)benzo[d]thiazole-6-carbaldehydeHCID 57527237—

Reaction Steps

A mixture of 2-bromo-4-fluorobenzo[d]thiazole-6-carbaldehyde (0.110 g, 0.423 mmol) and isopropylamine (0.15 ml, 1.76 mmol) in 1,4-dioxane (5 mL) was heated at reflux for 36 hr. The solution was allowed to cool to rt and 1N HCl (1 mL) was added. The mixture was heated at 60° C. for 1 hr. After it cooled to rt, the mixture was poured into saturated NaHCO3 solution (20 mL) and extracted with AcOEt (3×25 mL). The combined extract was dried over anhydrous MgSO4 and concentrated to dryness under vacuum to provide the title crude compound, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994337B2
Source datasetuspto-grants-2011_08
ORD IDord-82b4d4f72fd74226b535e9a1041e506f
Source noteuspto-grants-2011_08